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The Escort ( part three )

I had just finished a date with one of my regular clients Tom and was gathering my things when he told me he had a special request. ‘Usually, that happens at the beginning of the date.’ I told him laughing.

He told me his best friends son Jason was about to turn 18, and he wanted me to de-virgin the boy. The catch was that I was not allowed to let him know I was hired.

The secondary problem was that Jason has a long term girlfriend that he is preparing to propose to when they graduate. Apparently the family was not too fond of the girl due to her family’s religious background. That explained the 18 year old boy who is a virgin still, I guessed.

The plan was that I would attend the birthday party as Tom’s date, and then seduce the young Jason. Tom gave me an extra tip to buy a new dress for the party which was the following week, and headed out.

We pulled up to the country club where the party was being held, and I could tell instantly Jason’s family was wealthy. Entering the main dining room our coats were checked and we were offered champagne. After a few minutes of mingling we found our table. Tom pointed out Jason and his girlfriend. She was exactly what I pictured. Young conservative blonde. They made the rounds together thanking everyone for coming out even with the snowstorm.

After opening presents, and dinner the dance floor was opened. During which Jason’s girlfriend never left his side. My time was running out. It was getting dark, and the party would be over soon.

An announcement came over the intercom that everyone was to grab their coats and meet out front for a birthday surprise in 15 minutes. Everyone headed towards the coat check, except Jason. He was headed towards the restroom. I told Tom to grab my coat and I would meet him outside.

Someone stopped Jason, to wish him a Happy Birthday, and I snuck into the mens room right before him. I hid behind the door and locked it as he entered.

‘Jason right?’ I asked pushing him against the sink. ‘Well, yes… but I have a girlfriend.’ he replied. ‘Wouldn’t she want you to be happy on your birthday?’ I probed, and undid his belt and fly. I reached into his pants, and was greeted with a nice hard cock in my hand. I jerked him off a bit and shoved my tongue in his mouth. I could feel him starting to relax. His hips moved rhythmically against me.

Knowing we didn’t have much time I got on my knees, and pulled his pants down. Slipping him inside my mouth slowly, I heard him gasp. Clearly his girlfriend had never even pleasured him that way. After only a second of sucking, his legs began to quiver and I could feel his cock pulse inside my mouth. He was cumming. I swallowed every drop of his virgin cum. Wiping my lips, I reapplied my lipstick.

‘Now when I fuck you, you wont cum so quickly.’ I informed him as I left him standing in the bathroom with his pants around his ankles.

I sidled up to Tom, where everyone was waiting for the birthday boy to show up. Jason wandered out a moment later with a flush look on his face, which only I noticed. I could see he was making some excuse to is annoyed girlfriend, when the fireworks started. Everyone sang to Jason as as his father pulled up in a bright red sports car which was intended as a present for the boy.

Some of the crowd returned to the warmth of the country club, and others gave the valet their tickets and headed home. Tom and I returned inside since my job was not over yet. Some people were dancing, and others were gathering their things. The girlfriend was packing the remainder of the cake up. Jason was at his table sitting by himself. Wandering over to him, I asked him if he wanted to give me a test drive in his new car. He looked over at his girlfriend, who was not paying attention and said ‘I shouldn’t.’ ‘Meet me outside in 5 minutes.’ I instructed.

I sat in his new car and waited 10, then 15 minutes. I started to think he wasn’t coming. Finally, I saw the door open and him peek his head out. He got in, and I told him to drive. We pulled around the drive, and I put my hand on his leg. I had him to pull over on a semi secluded part of the road. The car was small but I managed to slid onto his lap. Facing him, I pulled my dress over my head and threw it in the passenger seat. He put his hand on my belly, and traced my belly button with is soft fingers. Staring down he asked ‘What if someone sees?’

I told him not to worry, and began to slowly grind myself on his lap. He touched my breast softly squeezing it, admiring it. ‘Suck it.’ I told him pushing his head lightly towards it. His cold lips felt amazing as he sucked on my hardened nipple. His eagerness was so endearing. I was definitely going to enjoy this. He moved to the next one and began sucking it with equal eagerness. I undid his belt as he did so. I was soaking wet and wanted him inside me. Suddenly he stopped. ‘Wait…. I have never done this… it… before.’ How cute. I didn’t stop. I pulled out his cock with both hands and felt its warmth.

I slipped it inside me slowly. I was wet and he went in easily. He moaned and I knew his protests were over. ‘Lean back and enjoy.’ I told him. He put his head back against the headrest, and I slowly slid up and down on his member. I was so close to cumming, I began fucking him harder and faster. His body moved in sync with mine and I knew he was close too. He let out a long groan and I felt him splashing against my insides just as a parade of headlights drove by. Oops.

I climbed back over to my seat and he sped away while I put my dress back on and cleaned up a bit. When we got back to the party we were greeted by his pissed off girlfriend at the door. I heard her say something about her father seeing us, as he was leaving the party.

Tom and I made our exit hastily. ‘I take it the mission was accomplished.’ he laughed. I laughed too. Tom has hired me a few times since then for lessons for Jason. His family is happy he is no longer with his girlfriend, and he is finally having fun exploring his manhood.

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